Hydrazine hydrate (1:1) → 4-Hydrazinylpyridin-2(1H)-one

HRID 1686018Notes

Reaction equation

HRID 1686018 reaction equation
[OH:1][C:2]1[CH:7]=[C:6](O)[CH:5]=[CH:4][N:3]=1.O.[NH2:10][NH2:11]>COCCO>[NH:10]([C:6]1[CH:5]=[CH:4][NH:3][C:2](=[O:1])[CH:7]=1)[NH2:11]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178516518HCID 178516518, compound

Product 1

HCID 136108294-Hydrazinylpyridin-2(1H)-oneYield 88.3%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

2,4-dihydroxypyridine (20.3 g, 183.0 mmol) was added to the mixture of 2-methoxyethanol (400 ml) and 55% solution of hydrazine hydrate (80 ml) at room temperature. The reaction mixture was refluxed under stirring for 24 hours and then concentrated under reduced pressure. The resulting residue was recrystallized with ethanol to give the titled compound as a white solid. (Yield: 88.3%)

Workup

  1. temperatureThe reaction mixture was refluxed
  2. concentrationconcentrated under reduced pressure
  3. customThe resulting residue was recrystallized with ethanol

Sources & evidence

ORD record
ord-7083380ba142451c9192d036c6168634
Source dataset
uspto-grants-2012_04
Patent number
US08148529B2

Reaction notes

Loading…